The study conducted an exploration into gender influence on the upward influence strategies within employees of winestores in the Bayelsa and Delta States of Nigeria. Throughout the research, three distinct questions were asked which led to the formulate three hypotheses, employing a descriptive research design to solicit the opinions of respondents. With a target population of 600 firms within the Nigerian Winestores in Bayelsa and Delta State, a sample size of 292 was meticulously obtained from Taro Yamane’s tool, using proportionate sampling techniques. To gather data, a well thought out structured questionnaire, validated by experts in the field of Business Management, was employed and rigorously tested for reliability, achieving a commendable Cronbach alpha of 0.817, ensuring its suitability for the study. This instrument was then administered to 292 staff respondents from 58 Winestores situated in Bayelsa and Delta States region of Nigeria, yielding 211 adequately completed questionnaires, which formed the basis for subsequent analysis. Utilizing mean and standard deviation, the data collected from respondents underwent thorough analysis, complemented by the application of ANOVA analysis SPSS v25 to carefully test the formulated hypotheses. The results revealed that there is a significant gender difference in the preference for relationship-building strategies among employees of Winestores in Bayelsa and Delta States, Nigeria; There is a significant gender difference in the utilization of assertive communication as an upward influence strategy among employees of Winestores in Bayelsa and Delta States, Nigeria; and There is significant gender difference in the adoption of collaborative approaches for upward influence among employees of Winestores in Bayelsa and Delta States, Nigeria. Based on these findings, the study recommended among others the Adapt training programs to encompass diverse communication styles, addressing gender-specific preferences in relationship-building, assertive communication, and collaborative approaches among winestore employees.